Synthesis, characterization, crystal and molecular structure analysis of 2,6-dimethyl-3-acetyl-5-carbomethoxy-4-phenyl-1,4-dihydropyridine

Trivedi, Amith and Neetha S. Gowda and Yogesh, N. and Sridhar, M. A. and Shashidhara Prasad, J. and Shah, Anamik (2011) Synthesis, characterization, crystal and molecular structure analysis of 2,6-dimethyl-3-acetyl-5-carbomethoxy-4-phenyl-1,4-dihydropyridine. JOURNAL OF CHEMICAL CRYSTALLOGRAPHY, 41 (6). pp. 774-778.

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The synthesis of a novel unsymmetrical dihydropyridine, bearing carboxy methyl and carbomethoxy groups at C(3) and C(5), respectively, has been achieved by applying the modified Hantzsch-type condensation, which involves the Michael addition of Knoevenagel adduct with an enamine. The product obtained was characterized by spectroscopic techniques and finally confirmed by X-ray diffraction studies. The title compound C17H19NO3 crystallizes in Monoclinic crystal class in space group P2(1)/c with cell parameters a = 9.9130(12) angstrom, b = 7.3320(5) angstrom, c = 22.018(3) angstrom, beta = 109.637(3)degrees, V = 1507.2(3) angstrom(3) and Z = 4. The final residual factor R-1 = 0.0642. The structure exhibits both intra and inter-molecular hydrogen bonding of the type C-H center dot center dot center dot O and N-H center dot center dot center dot O. The pyridine ring gives boat conformation.

Item Type: Article
Uncontrolled Keywords: 1,4-Dihydropyridine; Hantzsch synthesis; Crystal structure; Hydrogen bonding
Subjects: B Life Science > Zoology
Divisions: Department of > Physics
Depositing User: Users 23 not found.
Date Deposited: 10 Jul 2019 05:07
Last Modified: 07 Jul 2022 10:21

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